Themed collection Mechanistic, computational & physical organic chemistry in OBC

220 items - Showing page 1 of 4
Review Article

Stereogenic and conformational properties of medium-ring benzo-fused N-heterocycle atropisomers

By examining the various contributions to the conformational and stereogenic stability of medium-sized benzo-fused N-heterocyclic atropisomers, this review serves to aid the design, synthesis and study of these pharmaceutically relevant heterocycles.

Graphical abstract: Stereogenic and conformational properties of medium-ring benzo-fused N-heterocycle atropisomers
Review Article

The 1,3-dithiol-2-ide carbanion

This review covers the 1,3-dithiol-2-ide structural unit in relation to the dual electronic character of dithiafulvene and in relation to using it as a synthetic building block for constructing for example extended tetrathiafulvalenes.

Graphical abstract: The 1,3-dithiol-2-ide carbanion
Review Article

Modelling biocompatible ionic liquids based on organic acids and amino acids: challenges for computational models and future perspectives

From isolated molecules to the bulk phase: building models of biocompatible ionic liquids.

Graphical abstract: Modelling biocompatible ionic liquids based on organic acids and amino acids: challenges for computational models and future perspectives
Review Article

Computational evidence of glycosyl cations

This review covers recent computational studies evidencing the presence of glycosyl cations as real intermediates in several glycosylation reactions.

Graphical abstract: Computational evidence of glycosyl cations
Review Article

The role of intermolecular forces in ionic reactions: the solvent effect, ion-pairing, aggregates and structured environment

A general view of the medium effects on ionic reactions involves the solvent effect, ion pairing, formation of aggregates and structured environment.

Graphical abstract: The role of intermolecular forces in ionic reactions: the solvent effect, ion-pairing, aggregates and structured environment
Review Article

A theoretical review for novel Lewis base amine/imine-catalyzed reactions

Recent advances in computational investigations of Lewis base amine/imine-catalyzed reactions have been systematically summarized and reviewed for the first time.

Graphical abstract: A theoretical review for novel Lewis base amine/imine-catalyzed reactions
Review Article

Optical purity, enantiomeric excess and the Horeau effect

Optical purity (op) and enantiomeric excess (ee) become equal when either heterochiral dimerization constant is twice that of homochiral dimerization constant or specific rotations of monomer and dimer are equal.

Graphical abstract: Optical purity, enantiomeric excess and the Horeau effect
Review Article

Synthetic and mechanistic aspects of sulfonyl migrations

Sulfonyl migrations, frequently described as ‘unusual’ or ‘unexpected’, from the last 20 years, including 1,2-, 1,3-, 1,4-, 1,5-, 1,6- and 1,7-sulfonyl shifts, through either radical or polar processes, either inter- or intramolecularly are reviewed.

Graphical abstract: Synthetic and mechanistic aspects of sulfonyl migrations
From the themed collection: Synthetic methodology in OBC
Review Article

Mechanistic knowledge and noncovalent interactions as the key features for enantioselective catalysed multicomponent reactions: a critical review

This critical short review focuses on some key features which determine successful enantioselective catalysed multicomponent reactions (MCRs) and are typically underappreciated in the literature.

Graphical abstract: Mechanistic knowledge and noncovalent interactions as the key features for enantioselective catalysed multicomponent reactions: a critical review
Review Article

The importance of N-heterocyclic carbene basicity in organocatalysis

This review highlights the importance of N-heterocyclic carbene (NHC) basicity for transformations in which NHCs are used as catalysts.

Graphical abstract: The importance of N-heterocyclic carbene basicity in organocatalysis
Communication

Diazaborines oxidize slowly with H2O2 but rapidly with peroxynitrite in aqueous buffer

Diazaborines react slowly with H2O2 but rapidly with ONOO, offering a new platform for discriminating between these two cellular ROS.

Graphical abstract: Diazaborines oxidize slowly with H2O2 but rapidly with peroxynitrite in aqueous buffer
Communication

Hydrogen bonding interactions can decrease clar sextet character in acridone pigments

Magnetic evaluations of aromaticity suggest that hydrogen bonding interactions can perturb the Clar sextet characters of acridones, which have implications for their electronic properties.

Graphical abstract: Hydrogen bonding interactions can decrease clar sextet character in acridone pigments
Communication

QM/MM modeling of class A β-lactamases reveals distinct acylation pathways for ampicillin and cefalexin

QM/MM chain-of-states calculations of CTX-M-44 show distinct acylation profiles for ampicillin and cefalexin, the acylation resistance observed for cefalexin attributes to decreased proton affinity induced by the delocalized π-conjugation.

Graphical abstract: QM/MM modeling of class A β-lactamases reveals distinct acylation pathways for ampicillin and cefalexin
Communication

Glutamate carboxypeptidase II as a model system for designing host–guest units: a theoretical approach

Through a combined crystallographic and computational analysis, we designed and investigated two novel host units for the recognition of neutral and charged guests inspired by a glutamate carboxypeptidase II system and its inhibitors.

Graphical abstract: Glutamate carboxypeptidase II as a model system for designing host–guest units: a theoretical approach
Communication

Thermal decomposition of hexamethylenetetramine: mechanistic study and identification of reaction intermediates via a computational and NMR approach

In a joint DFT and chemometrics study applied to NMR spectra, we disclose the structure of the main decomposition products of hexamethylenetetramine at thermal conditions. The mechanism involves a protonation of HMTA followed by a ring opening and finally a Sigmatropic rearragnment [1,5-H].

Graphical abstract: Thermal decomposition of hexamethylenetetramine: mechanistic study and identification of reaction intermediates via a computational and NMR approach
Communication

Water clusters as bifunctional catalysts in organic chemistry: the hydrolysis of oxirane and its methyl derivatives

This contribution explores the bifunctional catalytic activity of water clusters ((H2O)n with n = 1–5) in organic chemistry similar to that observed in the formation of H2SO4 in acid rain.

Graphical abstract: Water clusters as bifunctional catalysts in organic chemistry: the hydrolysis of oxirane and its methyl derivatives
Communication

Mechanism of Pd-catalysed C(sp3)–H arylation of thioethers with Ag(I) additives

The mechanism of Pd-catalysed γ-C(sp3)–H arylation of thioethers has been disclosed, wherein all steps proceed through the heterodimeric Pd–Ag pathway.

Graphical abstract: Mechanism of Pd-catalysed C(sp3)–H arylation of thioethers with Ag(i) additives
Communication

Understanding the sigmatropic shifts of cyclopenta-2,4-dien-1-yltrimethylsilane in its Diels–Alder addition

Investigation on the dynamic processes of 1-(C5H5)Si(Me)3 in its Diels–Alder addition showed that Si(Me)3 migration is the dominant factor and hydrogen shifts are negligible.

Graphical abstract: Understanding the sigmatropic shifts of cyclopenta-2,4-dien-1-yltrimethylsilane in its Diels–Alder addition
Communication

On the reciprocal relationship between σ-hole bonding and (anti)aromaticity gain in ketocyclopolyenes

σ-Hole bonding interactions (e.g., tetrel, pnictogen, chalcogen, and halogen bonding) can polarize π-electrons to enhance cyclic [4n] π-electron delocalization (i.e., antiaromaticity gain) or cyclic [4n + 2] π-electron delocalization (i.e., aromaticity gain).

Graphical abstract: On the reciprocal relationship between σ-hole bonding and (anti)aromaticity gain in ketocyclopolyenes
Communication

Divergent pathway and reactivity control of intramolecular arene C–H vinylation by vinyl cations

A computational study revealed the mechanistic details and controlling factors of reactivity in intramolecular C–H vinylation through a vinyl cation intermediate.

Graphical abstract: Divergent pathway and reactivity control of intramolecular arene C–H vinylation by vinyl cations
Communication

The optimal DFT approach in DP4 NMR structure analysis – pushing the limits of relative configuration elucidation

What computational methods should be used to achieve the most reliable result in computational structure elucidation? A study on the effect of quality and quantity of geometries on computational NMR structure elucidation performance is reported.

Graphical abstract: The optimal DFT approach in DP4 NMR structure analysis – pushing the limits of relative configuration elucidation
Communication

Mechanism of nitrones and allenoates cascade reactions for the synthesis of dihydro[1,2-a]indoles

Quantum mechanical calculations (DLPNO-CCSD(T) and M06-2X) are employed to gain insights into the mechanism and selectivity in the catalytic synthesis of dihydropyrido[1,2-a]indoles from the cascade reaction between nitrones and allenes.

Graphical abstract: Mechanism of nitrones and allenoates cascade reactions for the synthesis of dihydro[1,2-a]indoles
Communication

A Viedma ripening route to an enantiopure building block for Levetiracetam and Brivaracetam

A simple route to enantiomerically pure (S)-2-aminobutyramide – the chiral component of the anti-epileptic drugs Levetiracetam and Brivaracetam has been developed. This approach is based on the rational design and application of a Viedma ripening process. The practical potential of the process is demonstrated on a large scale.

Graphical abstract: A Viedma ripening route to an enantiopure building block for Levetiracetam and Brivaracetam
Communication

Superelectrophilic activation of 1-nitronaphthalene in the presence of aluminum chloride. Reactions with benzene and cyclohexane

Aluminum chloride was successfully used instead of liquid superacids to mediate selective reactions of 1-nitronaphthalene with benzene and cyclohexane.

Graphical abstract: Superelectrophilic activation of 1-nitronaphthalene in the presence of aluminum chloride. Reactions with benzene and cyclohexane
Communication

Experimental evidence for the formation of cationic intermediates during iodine(III)-mediated oxidative dearomatization of phenols

Hammett analysis reveals iodine(III)-mediated oxidative dearomatization reactions proceed through cationic intermediates and not direct nucleophilic attack on an activated phenol.

Graphical abstract: Experimental evidence for the formation of cationic intermediates during iodine(iii)-mediated oxidative dearomatization of phenols
Communication

On the dual reactivity of a Janus-type mesoionic dipole: experiments and theoretical validation

A mesoionic bicycle, easily synthesized from a proteinogenic amino acid, L-leucine, behaves as both thiazolium-olate and diazolium-olate dipoles, as unveiled by its dipolar cycloadditions.

Graphical abstract: On the dual reactivity of a Janus-type mesoionic dipole: experiments and theoretical validation
Communication

A “cross-stitched” peptide with improved helicity and proteolytic stability

Peptide “cross-stitching” maintains binding affinity and can enhance helical and proteolytic stability.

Graphical abstract: A “cross-stitched” peptide with improved helicity and proteolytic stability
Paper

Cross-conjugation controls the stabilities and photophysical properties of heteroazoarene photoswitches

Azoarene photoswitches are versatile molecules that interconvert from their E-isomer to their Z-isomer with light.

Graphical abstract: Cross-conjugation controls the stabilities and photophysical properties of heteroazoarene photoswitches
From the themed collection: New Talent
Paper

Mechanistic insights into the amidolysis of a phosphate triester: the antagonistic role of water

Aqueous formamide solutions can promote catalytic amidolysis of an activated organophosphate in a regiospecific process.

Graphical abstract: Mechanistic insights into the amidolysis of a phosphate triester: the antagonistic role of water
Paper

Conformational preferences induced by cyclization in orbitides: a vibrational CD study

Vibrational CD and DFT calculations reveal solution-state conformational preferences of orbitides following cyclization.

Graphical abstract: Conformational preferences induced by cyclization in orbitides: a vibrational CD study
Paper

The role of acetylated cyclooxygenase-2 in the biosynthesis of resolvin precursors derived from eicosapentaenoic acid

Aspirin-acetylated COX-2, but not COX-2, triggers the biosynthesis of anti-inflammatory E-series resolvins. The role of aspirin in the molecular mechanism of resolvin formation from EPA is revealed by MD simulations and QM/MM calculations.

Graphical abstract: The role of acetylated cyclooxygenase-2 in the biosynthesis of resolvin precursors derived from eicosapentaenoic acid
Paper

On the mechanism of the dyotropic expansion of hydrindanes into decalins

A combined computational/experimental approach has revealed key mechanistic aspects in a recently reported dyotropic expansion of hydrindanes into decalins.

Graphical abstract: On the mechanism of the dyotropic expansion of hydrindanes into decalins
Paper

Deuterium labelling to extract local stereochemical information by VCD spectroscopy in the C–D stretching region: a case study of sugars

Methoxy-d3 group installed at the C-1 position of a series of epimeric pairs of sugars generated mirror-image VCD patterns in the 2300–1900 cm−1 region depending on the C-1 stereochemistry irrespective of the configurations at other positions.

Graphical abstract: Deuterium labelling to extract local stereochemical information by VCD spectroscopy in the C–D stretching region: a case study of sugars
Paper

A DFT examination of the role of proximal boron functionalities in the S-alkylation of sulfenic acid anions

DFT modelling predicts proximal boron groups can accelerate sulfenate alkylation reactions, depending on boron substituents and boron distance from the reaction site.

Graphical abstract: A DFT examination of the role of proximal boron functionalities in the S-alkylation of sulfenic acid anions
Paper

Conformation-dependent antioxidant properties of β-carotene

The antioxidant capacity of β-carotene has been studied in terms of H-atom abstraction reactions using quantum chemical methods.

Graphical abstract: Conformation-dependent antioxidant properties of β-carotene
Paper

Visible light mediated synthesis of 6H-benzo[c]chromenes: transition-metal-free intramolecular direct C–H arylation

A synthetic approach towards the 6H-benzo[c]chromene ring under visible light and transition-metal-free conditions has been developed. A theoretical analysis was performed using DFT methods in order to study the ET mechanism.

Graphical abstract: Visible light mediated synthesis of 6H-benzo[c]chromenes: transition-metal-free intramolecular direct C–H arylation
From the themed collection: Synthetic methodology in OBC
Paper

Simulations reveal the key role of Arg15 in the promiscuous activity in the HisA enzyme

The dynamics of the loop controls the promiscuous activity in the HisA enzyme.

Graphical abstract: Simulations reveal the key role of Arg15 in the promiscuous activity in the HisA enzyme
Paper

Characterization of the low energy conformations and differential reactivities of D-glucose and D-mannose based oxepines

Low energy conformations of two carbohydrate-based oxepines were characterized by computational methods and 3JH,H coupling constant analysis. Oxepine reactivity in Ferrier reactions was correlated with percentage vinylogous anomeric effect (VAE).

Graphical abstract: Characterization of the low energy conformations and differential reactivities of d-glucose and d-mannose based oxepines
From the themed collection: Chemical Biology in OBC
Paper

Computational studies on the sterol-like cyclization of a monodomain class II terpene cyclase

Delineation of the mechanism with DFT calculations.

Graphical abstract: Computational studies on the sterol-like cyclization of a monodomain class II terpene cyclase
Paper

Mechanistic investigations of alcohol silylation with isothiourea catalysts

The surprising mechanistic results for the silylation of alcohols revealed multiple intermediates and a higher order of silyl chloride leading up to the rate-determining step.

Graphical abstract: Mechanistic investigations of alcohol silylation with isothiourea catalysts
Paper

Mechanistic insights into lysine-targeting covalent inhibition through a theoretical study of ester aminolysis

Activated phenolic esters are promising as lysine-targeted covalent inhibitors of the PI3Kδ enzyme. Quantum chemical calculations on model reactions provide insights into the reaction mechanisms and factors determining inhibitor efficiency.

Graphical abstract: Mechanistic insights into lysine-targeting covalent inhibition through a theoretical study of ester aminolysis
Paper

A computational study of the reaction mechanism of 2,2-azobis(isobutyronitrile)-initiated oxidative cleavage of geminal alkenes

A computational study of 2,2-azobis(isobutyronitrile) (AIBN)-initiated aerobic oxidative cleavage of alkenes is carried out employing density functional theory (DFT) and high-level coupled-cluster methods.

Graphical abstract: A computational study of the reaction mechanism of 2,2-azobis(isobutyronitrile)-initiated oxidative cleavage of geminal alkenes
Paper

On the rearrangements of biologically-relevant vinyl allene oxides to cis-cyclopentenones, ketols, and Favorskii-type carboxylic acids

The intriguing rearrangement of naturally occurring vinyl allene oxides to ketols, cyclopropylcarbinols and Favorskii-type carboxylic acids has been computational justified with model systems.

Graphical abstract: On the rearrangements of biologically-relevant vinyl allene oxides to cis-cyclopentenones, ketols, and Favorskii-type carboxylic acids
Paper

Correlations between the ECD spectra and absolute configuration of bridged-ring lactones: revisiting Beecham's rule

We present the theoretical verification, revision and enrichment of Beecham's rule for bridged-ring lactones. This provides an alternative way to correlate experimental ECD data with stereochemistry in addition to quantum-chemical calculation.

Graphical abstract: Correlations between the ECD spectra and absolute configuration of bridged-ring lactones: revisiting Beecham's rule
Paper

Water biocatalytic effect attenuates cytochrome P450-mediated carcinogenicity of diethylnitrosamine: A computational insight

The mechanism-based mutagenicity and carcinogenicity of diethylnitrosamine (DEN) are believed to act through interactions with cytochrome P450 (P450) enzymes.

Graphical abstract: Water biocatalytic effect attenuates cytochrome P450-mediated carcinogenicity of diethylnitrosamine: A computational insight
Paper

Computational study on N-triflylphosphoramide-catalyzed enantioselective hydroamination of alkenyl thiourea

The mechanism of the enantioselective intramolecular hydroamination of alkenyl thiourea catalyzed by chiral phosphoramide was revealed using density functional theory calculations.

Graphical abstract: Computational study on N-triflylphosphoramide-catalyzed enantioselective hydroamination of alkenyl thiourea
Open Access Paper

Predicting the catalytic activity of azolium-based halogen bond donors: an experimentally-verified theoretical study

The most promising types of iodoazolium compounds exhibiting high catalytic activity toward halogen abstraction and carbonyl activation are highlighted.

Graphical abstract: Predicting the catalytic activity of azolium-based halogen bond donors: an experimentally-verified theoretical study
Open Access Paper

Nucleophilic catalysis of p-substituted aniline derivatives in acylhydrazone formation and exchange

Mechanistic study and superior performance of electron-rich p-substituted aniline derivatives as catalysts for efficient hydrazone formation and exchange in both protic and aprotic solvents.

Graphical abstract: Nucleophilic catalysis of p-substituted aniline derivatives in acylhydrazone formation and exchange
Open Access Paper

Tautomers of N-acetyl-D-allosamine: an NMR and computational chemistry study

D-AllNAc shows in water solution a significant presence of four tautomers arising from pyranoid and furanoid ring forms and anomeric configurations.

Graphical abstract: Tautomers of N-acetyl-d-allosamine: an NMR and computational chemistry study
From the themed collection: Chemical Biology in OBC
Paper

Experimental lipophilicity scale for coded and noncoded amino acid residues

Log P values for amino acid derivatives were integrated on one scale allowing comparison between common amino acids and their chemical analogues.

Graphical abstract: Experimental lipophilicity scale for coded and noncoded amino acid residues
From the themed collection: Chemical Biology in OBC
Paper

In silico characterization and prediction of thiourea-like neutral bidentate halogen bond catalysts

Through DFT calculations, thiourea-like halogen bond (XB)-based catalysts, with XB donor moieties connected via covalent bonds, have been designed and applied to Diels–Alder reaction and sulfa-Michael addition.

Graphical abstract: In silico characterization and prediction of thiourea-like neutral bidentate halogen bond catalysts
Paper

Mannosylated adamantane-containing desmuramyl peptide recognition by the NOD2 receptor: a molecular dynamics study

The dipeptide isoGln moiety of ManAdDMP significantly contributes to the binding to the NOD2 receptor. Loops 2 and 7 are important for ligand recognition and could be useful for further investigation of NOD2 activation/inhibition.

Graphical abstract: Mannosylated adamantane-containing desmuramyl peptide recognition by the NOD2 receptor: a molecular dynamics study
From the themed collection: Chemical Biology in OBC
Paper

Biological halogen bonds in protein–ligand complexes: a combined QTAIM and NCIPlot study in four representative cases

In this study, the PDB has been inspected for the analysis of HaBs in biological systems, highlighting their importance in four different protein–ligand systems.

Graphical abstract: Biological halogen bonds in protein–ligand complexes: a combined QTAIM and NCIPlot study in four representative cases
Paper

Structural and mechanistic insight into DNA bending by antitumour calicheamicins

Atomistic molecular dynamics simulations shed structural light on the curvature inflicted on DNA upon binding of calicheamicin ε to high-affinity and low-affinity target sites.

Graphical abstract: Structural and mechanistic insight into DNA bending by antitumour calicheamicins
Paper

An examination of the relationship between molecular dipole moment and blood-gas partition for common anaesthetic gases

The overall molecular dipole moments calculated for some common fluorinated anaesthetics correlate with the respective blood-gas partition. This finding may aid the design of novel last-generation anaesthetics.

Graphical abstract: An examination of the relationship between molecular dipole moment and blood-gas partition for common anaesthetic gases
Paper

Synthesis of homochiral sulfanyl- and sulfoxide-substituted naphthyltriazoles and study of the conformational stability

Novel homochiral sulfanyl-substituted naphthyltriazoles are synthesized via the triazolization reaction, and their rotational stability is studied in detail.

Graphical abstract: Synthesis of homochiral sulfanyl- and sulfoxide-substituted naphthyltriazoles and study of the conformational stability
From the themed collection: Synthetic methodology in OBC
Paper

The mechanism of conversion of substituted glycals to chiral acenes via Diels–Alder reaction: a computational study

Transformation of substituted glycals to chiral fused aromatic cores using DFT calculations reveal that the base catalyzed reaction is favorable over sigmatropic [1,5] hydrogen shift and the product formation is governed by aromaticity.

Graphical abstract: The mechanism of conversion of substituted glycals to chiral acenes via Diels–Alder reaction: a computational study
Paper

Accelerating the optimization of enzyme-catalyzed synthesis conditions via machine learning and reactivity descriptors

Enzyme-catalyzed synthesis reactions are of crucial importance for a wide range of applications.

Graphical abstract: Accelerating the optimization of enzyme-catalyzed synthesis conditions via machine learning and reactivity descriptors
Paper

The inverting mechanism of the metal ion-independent LanGT2: the first step to understand the glycosylation of natural product antibiotic precursors through QM/MM simulations

Glycosyltransferases (GTs) from the GT1 family are responsible for the glycosylation of various important organic structures such as terpenes, steroids and peptide antibiotics, making it one of the most intensely studied families of GTs.

Graphical abstract: The inverting mechanism of the metal ion-independent LanGT2: the first step to understand the glycosylation of natural product antibiotic precursors through QM/MM simulations
Open Access Paper

Structural variation of protein–ligand complexes of the first bromodomain of BRD4

The importance of the water network in BRD4-BD1 complexes is illustrated using molecular docking and absolute free energy perturbation simulations. 82% of the ligand poses were better predicted when including water molecules as part of the receptor.

Graphical abstract: Structural variation of protein–ligand complexes of the first bromodomain of BRD4
Paper

Tuning the exchange dynamics of boronic acid hydrazones and oximes with pH and redox control

Hydrazones and oximes with proximal boronic acids undergo facile exchange, which can be sped up or slowed down with pH control or abolished with oxidation.

Graphical abstract: Tuning the exchange dynamics of boronic acid hydrazones and oximes with pH and redox control
Paper

Wavelength dependent photochemistry of BODIPY–phenols and their applications in the fluorescent labeling of proteins

The molecules undergo wavelength dependent photochemistry, since photodeamination to QMs takes place only upon excitation to higher excited singlet states, showing unusual anti-Kasha photochemical reactivity.

Graphical abstract: Wavelength dependent photochemistry of BODIPY–phenols and their applications in the fluorescent labeling of proteins
Paper

A computational study of site-selective hydrogen abstraction by sulfate radical anion

Ab initio and DFT calculations revealed that β-hydrogen abstraction would be favourable, which supports experimental findings (i.e. β-selective abstraction).

Graphical abstract: A computational study of site-selective hydrogen abstraction by sulfate radical anion
Paper

How is vitamin B1 oxidized to thiochrome? Elementary processes revealed by a DFT study

The oxidation mechanism of thiamine (vitamin B1) to thiochrome was investigated by DFT calculations for reaction models, thiamine + oxidant + (H2O)8. A key thiazolone intermediate (Int2) was commonly found to intervene during the oxidation.

Graphical abstract: How is vitamin B1 oxidized to thiochrome? Elementary processes revealed by a DFT study
Open Access Paper

VRAI-selectivity: calculation of selectivity beyond transition state theory

We present the VRAI-selectivity program which predicts the major product and selectivity not only for transition-state controlled reactions but also for processes controlled by reaction dynamics.

Graphical abstract: VRAI-selectivity: calculation of selectivity beyond transition state theory
Paper

Mechanistic studies of Cp*Ir(III)/Cp*Rh(III)-catalyzed branch-selective allylic C–H amidation: why is Cp*Ir(III) superior to Cp*Rh(III)?

DFT mechanistic investigations uncovered the origins of the reactivity and regioselectivity of Cp*Ir(III)/Cp*Rh(III)-catalyzed allylic C–H amidation reactions.

Graphical abstract: Mechanistic studies of Cp*Ir(iii)/Cp*Rh(iii)-catalyzed branch-selective allylic C–H amidation: why is Cp*Ir(iii) superior to Cp*Rh(iii)?
Paper

Studies on chemoselective synthesis of 1,4- and 1,2-dihydropyridine derivatives by a Hantzsch-like reaction: a combined experimental and DFT study

In the experimental process of preparing 1,4-DHP by a Hantzsch-like reaction, it was found that a by-product named 1,2-DHP was produced.

Graphical abstract: Studies on chemoselective synthesis of 1,4- and 1,2-dihydropyridine derivatives by a Hantzsch-like reaction: a combined experimental and DFT study
Paper

Chemisorption of CO2 by diamine-tetraamido macrocyclic motifs: a theoretical study

A series of diamine-tetraamido macrocyclic molecules with different organic linkers are explored as potential CO2 capturing agents using quantum chemical calculations.

Graphical abstract: Chemisorption of CO2 by diamine-tetraamido macrocyclic motifs: a theoretical study
Open Access Paper

Understanding the mechanism of the chiral phosphoric acid-catalyzed aza-Cope rearrangement

Using Density Functional Theory, the mechanism of the enantioselective phosphoric acid-catalyzed aza-Cope rearrangement was investigated. Stabilization of the preferred reaction pathway was rationalized by studying the non-bonding interactions between substrate and catalyst.

Graphical abstract: Understanding the mechanism of the chiral phosphoric acid-catalyzed aza-Cope rearrangement
Paper

Catalytic and non-catalytic hydroboration of carbonyls: quantum-chemical studies

The present paper examines both catalyst-free and KF-mediated hydroboration of carbonyl compounds with the use of quantum-chemical methods.

Graphical abstract: Catalytic and non-catalytic hydroboration of carbonyls: quantum-chemical studies
220 items - Showing page 1 of 4

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The latest articles published in Organic and Biomolecular Chemistry related to mechanistic, computational & physical organic chemistry research.

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